(E)-1-[3-[(E,3S,5S)-5-hydroperoxy-3,7-bis(4-hydroxyphenyl)hept-1-enyl]-2,4-dihydroxy-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Details

• Internal ID: 29f7c9f1-97ea-4279-9203-5c3e9087f076
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (E)-1-[3-[(E,3S,5S)-5-hydroperoxy-3,7-bis(4-hydroxyphenyl)hept-1-enyl]-2,4-dihydroxy-6-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• SMILES (Canonical): COC1=C(C(=C(C(=C1)O)C=CC(CC(CCC2=CC=C(C=C2)O)OO)C3=CC=C(C=C3)O)O)C(=O)C=CC4=CC=C(C=C4)O
• SMILES (Isomeric): COC1=C(C(=C(C(=C1)O)/C=C/[C@H](C[C@H](CCC2=CC=C(C=C2)O)OO)C3=CC=C(C=C3)O)O)C(=O)/C=C/C4=CC=C(C=C4)O
• InChI: InChI=1S/C35H34O9/c1-43-33-21-32(40)30(35(41)34(33)31(39)19-7-23-4-13-27(37)14-5-23)18-10-25(24-8-15-28(38)16-9-24)20-29(44-42)17-6-22-2-11-26(36)12-3-22/h2-5,7-16,18-19,21,25,29,36-38,40-42H,6,17,20H2,1H3/b18-10+,19-7+/t25-,29+/m1/s1
• InChI Key: FQCSWJOXGNZGMF-BQHHGTJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₄O₉
• Molecular Weight: 598.60 g/mol
• Exact Mass: 598.22028266 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.80
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9312	93.12%
Caco-2	-	0.8466	84.66%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8822	88.22%
OATP2B1 inhibitior	-	0.5691	56.91%
OATP1B1 inhibitior	+	0.8653	86.53%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	+	0.9469	94.69%
P-glycoprotein inhibitior	+	0.8614	86.14%
P-glycoprotein substrate	+	0.7527	75.27%
CYP3A4 substrate	+	0.6327	63.27%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8261	82.61%
CYP3A4 inhibition	+	0.7705	77.05%
CYP2C9 inhibition	+	0.6487	64.87%
CYP2C19 inhibition	+	0.7604	76.04%
CYP2D6 inhibition	-	0.7827	78.27%
CYP1A2 inhibition	+	0.8291	82.91%
CYP2C8 inhibition	+	0.8251	82.51%
CYP inhibitory promiscuity	+	0.7994	79.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7005	70.05%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.7528	75.28%
Skin corrosion	-	0.8658	86.58%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9050	90.50%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8372	83.72%
Acute Oral Toxicity (c)	III	0.6282	62.82%
Estrogen receptor binding	+	0.8499	84.99%
Androgen receptor binding	+	0.8876	88.76%
Thyroid receptor binding	+	0.5719	57.19%
Glucocorticoid receptor binding	+	0.6966	69.66%
Aromatase binding	-	0.5900	59.00%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.7114	71.14%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9804	98.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.46%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.25%	96.00%
CHEMBL3194	P02766	Transthyretin	93.70%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.20%	99.17%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	92.19%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	90.55%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.26%	95.50%
CHEMBL2535	P11166	Glucose transporter	89.64%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.96%	93.99%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.42%	96.95%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.72%	83.10%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.60%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	83.94%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.72%	92.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.02%	95.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.36%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.36%	89.62%
CHEMBL1907	P15144	Aminopeptidase N	80.02%	93.31%

Plants that contains it

• Alpinia roxburghii

Cross-Links

• PubChem: 10054273
• LOTUS: LTS0211952
• wikiData: Q104999536